Intermolecular oxidative enolate heterocoupling

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Abstract

(Chemical Equation Presented) No priming necessary: The intermolecular oxidative heterocoupling of imides and oxindoles to esters, ketones, and lactones is shown for the first time to be synthetically viable. Strategic use of the initial oxidation state of the reactants allows for the excision of prefunctionalization steps (halogenation, enol-silane formation) and allows for the concise synthesis of unsymmetrical lignans, such as (-)-bursehernin (1). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

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Baran, P. S., & DeMartino, M. P. (2006). Intermolecular oxidative enolate heterocoupling. Angewandte Chemie - International Edition, 45(42), 7083–7086. https://doi.org/10.1002/anie.200603024

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